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Given the following alkyl bromides: (A) CH3–CH2–CH2–CH2–Br (B) CH2=CH–CH(Br)–CH3 (C) CH3–CH(Br)–CH3 Which sequence correctly represents their order of S_N1 reactivity?

1. B > C > A
2. B > A > C
3. C > B > A
4. A > B > C

Correct answer: C > B > A

Solution

The order of S_N1 reactivity is influenced by the stability of the carbocation formed during the reaction. Tertiary carbocations are more stable than secondary, which are more stable than primary. In this case, compound C forms a tertiary carbocation, compound B forms a secondary carbocation, and compound A forms a primary carbocation, leading to the correct order of reactivity as C > B > A.

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